Stearyl beta-D-glucopyranoside

Base Information

• Chemical Name: Stearyl beta-D-glucopyranoside
• CAS No.: 76739-16-7
• Molecular Formula: C₂₄H₄₈O₆
• Molecular Weight: 432.642
• UNII: 880752Z9EG
• Nikkaji Number: J278.618D
• Wikidata: Q27260876
• Mol file: 76739-16-7.mol

Synonyms:Glucoside, octadecyl;Stearyl beta-D-glucopyranoside;Glucopyranoside, octadecyl;D-Glucopyranoside, octadecyl;stearyl glucoside;880752Z9EG;UNII-880752Z9EG;beta-D-Glucopyranoside, octadecyl;76739-16-7;octadecyl beta-D-glucopyranoside;SCHEMBL10715431;5179HG42MB;STEARYL .BETA.-D-GLUCOPYRANOSIDE;.BETA.-D-GLUCOPYRANOSIDE, OCTADECYL;Q27260876

Chemical Property of Stearyl beta-D-glucopyranoside

Chemical Property:

• XLogP3: 6.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 19
• Exact Mass: 432.34508925
• Heavy Atom Count: 30
• Complexity: 381

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCOC1C(C(C(C(O1)CO)O)O)O
• Isomeric SMILES: CCCCCCCCCCCCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

Technology Process of Stearyl beta-D-glucopyranoside

There total 8 articles about Stearyl beta-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

octadecyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (103328-76-3) → stearyl-β-D-glucopyranoside (76739-16-7,27836-65-3)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃;

DOI:10.1039/b805015e

Reference yield: 64.0%

((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-octadecyloxy-tetrahydro-pyran-2-yl)-methanol (76686-61-8) → stearyl-β-D-glucopyranoside (76739-16-7,27836-65-3)

Guidance literature:

With hydrogen; palladium;

DOI:10.1016/0040-4039(80)80236-X

Reference yield:

1-octadecanol (112-92-5) → stearyl-β-D-glucopyranoside (76739-16-7,27836-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: BF₃*Et₂O / CH₂Cl₂ / 4 h

2: NaOMe; MeOH

With methanol; boron trifluoride diethyl etherate; sodium methylate; In dichloromethane; 1: glycosidation / 2: Deacetylation;

DOI:10.1016/S0009-3084(99)00119-X

upstream raw materials:

octadecyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-octadecyloxy-tetrahydro-pyran-2-yl)-methanol

D-glucose pentaacetate

1-octadecanol